Should i take the chance and go on the date with him PLEASE HELP?

You said yourself that you never take chances and stick to your comfort zone. You don't take compliments either. This all tells me that you've put up so many walls around you, probably as some sort of self-preservation technique. You have to stop doing that! Life's all about taking chances. The things we regret most at the end of our lives are the risks we never took. You've met a great guy who's truly into you. Why toss that away just because it isn't part of the "same old, same old" that you always do?